65

Homes for Sale near Highland Park High School

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  • /15

    $585,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 3 Baths

    602 Old Elm Rd, Highland Park, IL 60035

    Nestled in the heart of a serene neighborhood in Highland Park on phenomenal property, this 3 bedroom, 3 bathroom ranch offers the perfect blend of comfort and convenience. Step inside to discover an inviting open floor plan with spacious room sizes. Features include a primary bedroom with a private ensuite bathroom and a large basement with a flexible floor plan. Sensational south facing

    Margie Brooks Baird & Warner

    602 Old Elm Rd, Highland Park, IL 60035
  • /41

    $979,000

    • 4 Beds
    • 4 Baths
    • 3,041 Sq Ft

    346 Roger Williams Ave, Highland Park, IL 60035

    Location, Location, Location... East Highland Park, Ravinia. Rare Opportunity - This listing is the first time this coveted .43 acre property has been available in almost 70 years. This attractive property boasts a charming 4 bedroom Spanish style home with clay tile roof and also, uniquely, has a super rare, large 2 story, 5-6 car garage / Coach house located in the rear of the property - just

    Teresa Licari Teresa Licari, Broker

    346 Roger Williams Ave, Highland Park, IL 60035
  • /36

    $549,000

    • 3 Beds
    • 3 Baths
    • 1,400 Sq Ft

    1780 Rosemary Rd, Highland Park, IL 60035

    Welcome to this beautifully renovated 3-bedroom, 3-bathroom home in the heart of Highland Park! This move-in ready property blends modern upgrades with a prime location near top-rated schools and local parks. Step inside to find a spacious, light-filled layout featuring brand-new windows, updated flooring throughout, and stylish lighting fixtures. The main level showcases a bright living and

    Amaliia Baturina Your House Realty

    1780 Rosemary Rd, Highland Park, IL 60035
  • /64

    $1,599,999

    • 5 Beds
    • 5.5 Baths
    • 5,819 Sq Ft

    3464 Old Mill Rd, Highland Park, IL 60035

    WELCOME TO 3464 OLD MILL ROAD - A MASTERFULLY CRAFTED PRAIRIE-STYLE ESTATE INSPIRED BY FRANK LLOYD WRIGHT, NESTLED ON OVER AN ACRE OF A SERENE, PRIVATE, TREE-FILLED LANDSCAPE IN COVETED HIGHLAND PARK. WITH OVER 9,000 SQUARE FEET OF LIVABLE SPACE, THIS RESIDENCE OFFERS A ONE-OF-A-KIND LIVING EXPERIENCE WHERE MODERN FUNCTIONALITY MEETS TIMELESS ARCHITECTURAL BEAUTY. FROM THE MOMENT YOU ENTER,

    Kelly Ipjian Exit Strategy Realty

    3464 Old Mill Rd, Highland Park, IL 60035
  • /3

    $695,000

    • Land
    • 0.75 Acre
    • $926,667 per Acre

    Unlisted Address

    Welcome to an exceptional opportunity in one of Highland Park's most sought-after neighborhoods. A rarely available parcel, it is large and expansive at 3/4 acre, 100X300. This vacant lot is perfectly situated on Red Oak Lane, a wonderful street located in the Brittany Hills subdivision. Surrounded by mature trees and elegant homes, this parcel offers the ideal canvas to build your dream home.

    Susan Brown Burklin @properties Christie's International Real Estate

    Unlisted Address
  • /26

    $725,000

    • 6 Beds
    • 3 Baths

    522 N Central Ave, Highwood, IL 60040

    Brand new rehabbed 2 flat -both beautiful 3 bed 1 bath units with well designed open floor plans. All new designer finishes, tremendous natural light, abundant storage, washer/dryers, wonderful yard and 2 car detached garage. Basement offers dedicated large storage and utility area for each unit! Super walk to town location! This is not to be missed!

    Linda Levin Jameson Sotheby's Intl Realty

    522 N Central Ave, Highwood, IL 60040
  • /35

    $565,000 Open Sat 2PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,546 Sq Ft

    666 Barberry Rd, Highland Park, IL 60035

    Welcome to this beautifully updated Highland Park quad-level home offering nearly 2,300 square feet of thoughtfully designed living space. Fully remodeled from top to bottom in 2020, this home features updates to the roof, windows, siding, electrical, HVAC, water heater, and more. Step into the stunning kitchen, complete with custom 42-inch white shaker cabinetry, quartz countertops, and

    Jennifer Moran EXIT Realty Redefined Maurer Group

    666 Barberry Rd, Highland Park, IL 60035
  • /48

    $5,999,000

    • 9 Beds
    • 12 Baths
    • 10,777 Sq Ft

    2441 Woodbridge Ln, Highland Park, IL 60035

    Introducing an exceptional lakefront residence on one of Highland Park's most coveted private lanes. Set on a masterfully landscaped 1.85-acre parcel, 2441 Woodbridge Lane offers a rare combination of privacy, scale, and sophistication-backed by unobstructed, panoramic views of Lake Michigan. This architecturally striking, contemporary home spans approximately 10,000 square feet and has been

    Patrick Milhaupt Jameson Sotheby's International Realty

    2441 Woodbridge Ln, Highland Park, IL 60035
  • /58

    $1,875,000 Open Sat 11AM - 1PM

    • 6 Beds
    • 6.5 Baths
    • 5,000 Sq Ft

    215 Prospect Ave, Highland Park, IL 60035

    Stunning Howard Van Doren Shaw English Arts and Crafts home on over an acre of magnificently landscaped property, one and a half blocks from Lake Michigan. Fine architectural detailing throughout, including the 2017 renovated kitchen completed with a butler's pantry and a coffee bar. Wonderful coach house with 4 garage bays, a full 2-bedroom in-law suite, or a fully functioning office,

    Maxine Goldberg Engel & Voelkers Chicago North Shore

    215 Prospect Ave, Highland Park, IL 60035
  • /2

    $339,900

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    1398 Sunnyside Ave, Highland Park, IL 60035

    Great opportunity, for investors or builders. This property offers endless potential for your vision, and is ready for a full gut-renovation or tear-down to transfer into your dream home. This is a rare find located in a fantastic neighborhood, great location and schools at a great price. Bring your own ideas. Property is not habitable, all utilities are disconnected, and seller will not activate

    Lolita Rasima Elite Realty Experts, Inc.

    1398 Sunnyside Ave, Highland Park, IL 60035
  • /52

    $2,999,000

    • 6 Beds
    • 6.5 Baths
    • 7,640 Sq Ft

    493 Hazel Ave, Highland Park, IL 60035

    List price is lower than the assessed value so the taxes should go down for the new owner. Why Would You Want Ordinary When You Can Have Extraordinary! This Stunning and Majestic Brick Home Sits on Over an Acre in the Heart of Highland Park and Features a 40' Indoor Pool with a Wall of Glass that Opens to the Outdoors! Over 7600 Sq Ft plus 2330 Sq Ft in the Finished Walkout Basement, It Boasts

    Janet Borden Compass

    493 Hazel Ave, Highland Park, IL 60035
  • /61

    $5,500,000

    • 4 Beds
    • 3.5 Baths
    • 4,600 Sq Ft

    147 Central Ave, Highland Park, IL 60035

    Discover a rare gem on Central Ave-this stunning Victorian historic landmark sprawls over 4 picturesque acres, just steps from the pristine shores of Lake Michigan. This unique property, once called the Cornelius Field House, features a beautifully restored main house, a charming gardener's cottage, and a spacious coach house (160 Park Ave), each exuding timeless elegance and character. The main

    Lisa Rome Jameson Sotheby's International Realty

    147 Central Ave, Highland Park, IL 60035
  • /34

    $4,550,000

    • 6 Beds
    • 6.5 Baths
    • 6,867 Sq Ft

    2445 Woodbridge Ln, Highland Park, IL 60035

    This remarkable home is set on a private lane with 1 1/2 acres of land and private beach. This is a one-of-a-kind property! The sprawling lawn with lovely pool leads to a bluff overlooking the lake and the glorious lakefront. The private beach is spectacular. This home is designed to take advantage of stunning views in every direction. Large gracious rooms throughout home, with almost all rooms

    Sally Mabadi Compass

    2445 Woodbridge Ln, Highland Park, IL 60035
  • /33

    $999,000

    • 5 Beds
    • 3 Baths
    • 2,845 Sq Ft

    378 Oakland Dr, Highland Park, IL 60035

    Unique one of a kind Log Cabin home on .63 of wooded acre with ravine. 5 bedrooms, 3 full baths, basement and 3 car heated garage. Beamed vaulted ceiling family room with fireplace, fireplace in primary suite as well. 2 bedrooms have separate wing with Jack and Jill bath. Property hosts potting shed, tree house, screened in music room to listen to Ravinia Festival and dog run. Located 1 Block

    Ted Pickus @properties Christie's International Real Estate

    378 Oakland Dr, Highland Park, IL 60035
  • /30

    $2,250,000

    • 3 Beds
    • 2.5 Baths
    • 4,317 Sq Ft

    1789 Green Bay Rd Unit B, Highland Park, IL 60035

    Exquisite North Shore Penthouse: The Ultimate Luxury Retreat for the Discerning Executive and Empty Nester! Experience the pinnacle of sophisticated living in this stunning penthouse, one of the most exceptional residences on the North Shore. Designed for those who appreciate quality and detail, this remarkable home features custom high-end finishes that truly must be seen to be fully

    Brad Blumenthal Compass

    1789 Green Bay Rd Unit B, Highland Park, IL 60035
  • /4

    $3,599,000

    • Land
    • 0.00 Acre

    41 S Deere Park Dr, Highland Park, IL 60035

    Once in a lifetime opportunity to build your dream home on this spectacular lakefront lot. Large approximately 1.5 acre Lakefront lot next to the Lake Shore Country Club on the Glencoe, Highland Park border. At the end of enchanting the S Deere Park Drive. It is a quiet street with no through traffic. Rest, relax, entertain, and enjoy your unobstructed panoramic view of Lake Michigan.

    Larry Klairmont Twins Realty LLC

    41 S Deere Park Dr, Highland Park, IL 60035
  • /29

    $1,600,000

    • Land
    • 0.83 Acre
    • $1,927,711 per Acre

    417 Temple Ave, Highland Park, IL 60035

    Proud to introduce an opportunity to develop a 36,438 SF mixed-use development site. Currently consisting of 4 parcels, the site has not been offered for sale in generations. This is a prime opportunity to develop an iconic property next to downtown Highwood IL. Currently in Highland Park, the property borders Highwood. 2 parcels on Temple Ave consisting of 21,902 SF, have favorable zoning in the

    Brandon Kurdziel United Real Estate-Chicago

    417 Temple Ave, Highland Park, IL 60035
  • /2

    $290,000

    • Land
    • 0.22 Acre
    • $1,318,182 per Acre

    0 Skokie Ave, Highland Park, IL 60035

    EAST HIGHLAND PARK BUILDABLE LOT 52 X 183 (9,583 sf).MAX F.A.R=35.83; BONUS F.A.R.=38.83; MAX FLOOR AREA (SF) =3,433; MAX W/BONUS F.AR. = 3,721. CLOSE TO SHOPS, RESTAURANTS, SCHOOLS, METRA AND WONDERFUL LAKE MICHIGAN.

    Carol Santi Coldwell Banker Realty

    0 Skokie Ave, Highland Park, IL 60035
  • /2

    $150,000

    • Land

    0 Wrendale Ave Unit MRD12160027, Highwood, IL 60040

    BUILD YOUR DREAM HOME ON THIS GREAT LOT IN SOUTHEAST HIGHWOOD! LOT HAS A WATER LINE INSTALLED AND AN EASEMENT FOR OTHER UTILITIES. GREAT LOCATION, WALK TO EVERYTHING IN BOOMING HIGHWOOD! ZONED R2 (residential). BUILD UP TO A 2,864 SQUARE FOOT SINGLE FAMILY HOME ON THIS LOT.

    Cory Albiani @properties Christie's International Real Estate

    0 Wrendale Ave Unit MRD12160027, Highwood, IL 60040
  • /28

    $599,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,800 Sq Ft

    525 Lockard Ln, Highwood, IL 60040

    Custom units starting at 599k for 1,800sq ft. Ask about new updated plans. Images are Architectural renderings and virtual images of how the property might look.

    Jorge Zea Jorge Zea Managing Broker

    525 Lockard Ln, Highwood, IL 60040
  • /14

    $190,000 New Construction

    • 2 Beds
    • 1.5 Baths
    • 1,136 Sq Ft

    1950 Sheridan Rd Unit 105, Highland Park, IL 60035

    NO CALLS. Read all information below for qualifying criteria. There is a very specific income range required to be eligible for this unit. All buyers must attend the required virtual info session on August 5 before beginning the pre-qualification process. This condo is part of an affordable housing program and is not sold through a traditional process. Buyer must qualify through Community

    Shari Saratovsky Diplomat Realty, Inc.

    1950 Sheridan Rd Unit 105, Highland Park, IL 60035
  • /33

    $1,749,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,927 Sq Ft

    1816 Rosemary Rd, Highland Park, IL 60035

    Move right in to this immaculate 5 bedroom, 4.5-bath new construction home that blends luxury, comfort, and functionality. Designed with a seamless open floor plan, this home is perfect for entertaining and everyday living. The chef's kitchen features top-of-the-line Thermador appliances, including a double oven, range-top, and a striking quartz waterfall island that opens to a sun-filled great

    Scott Ottenheimer Baird & Warner

    1816 Rosemary Rd, Highland Park, IL 60035
  • /23

    $1,675,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,825 Sq Ft

    8 Heritage Dr, Highland Park, IL 60035

    Construction is already underway on this spectacular, brand new ranch home in an established, maintenance-free subdivision in the perfect Highland Park location and cul-de-sac, as part of the Serenity at Heritage development by multigenerational builder Alco Construction and New Era Chicago with architectural design by nationally renowned Pappageorge Haymes Architects! 8 Heritage Drive features

    Michael Hagenson New Era Chicago, LLC

    8 Heritage Dr, Highland Park, IL 60035
  • /34

    $2,399,000 New Construction

    • 5 Beds
    • 6.5 Baths
    • 6,646 Sq Ft

    2102 Grange Ave, Highland Park, IL 60035

    Welcome to 2102 Grange, a 6-bedroom 6.5-bathroom NEW CONSTRUCTION home built by HOYD Builders situated on a 3/4-acre lot. The exterior is stone and hardy board with a 30-year architectural shingle roof. The interior includes an oversized gourmet kitchen with custom cabinets and Thermador 30" Fridge + 18" Freezer, 48" free standing 6 burner range, wine cooler and coffee espresso machine, all of

    Michael Dickstein @properties Christie's International Real Estate

    2102 Grange Ave, Highland Park, IL 60035
  • /5

    $2,840,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 4,105 Sq Ft

    650 Walnut St Unit 301, Highland Park, IL 60035

    Introducing the North Shore's most exquisite luxury residences, The Wolbright. Occupancy Winter 2025/2026. This exclusive residential building exemplifies a modern and sophisticated design. No detail is overlooked in this 3 bedroom 3.5-bathroom home with a library and family room. 10' ceilings flooded with natural light, designer finishes, and two covered terraces create a new standard of

    Shari Saratovsky Diplomat Realty, Inc.

    650 Walnut St Unit 301, Highland Park, IL 60035

Showing Results 41 - 65, Page 2 of 2

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